(6S,7S,8R)-8-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,6,7-tetramethoxy-5,6,7,8-tetrahydronaphthalen-2-ol

Details

• Internal ID: b82bd0eb-7ca0-4bbd-8917-379752a2bd8d
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (6S,7S,8R)-8-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,6,7-tetramethoxy-5,6,7,8-tetrahydronaphthalen-2-ol
• InChI: InChI=1S/C22H28O8/c1-25-13-7-11(8-14(26-2)19(13)23)17-18-12(10-16(28-4)21(17)29-5)9-15(27-3)20(24)22(18)30-6/h7-9,16-17,21,23-24H,10H2,1-6H3/t16-,17+,21+/m0/s1
• InChI Key: APZMLQFLMSYDCT-CSODHUTKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 95.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7328	73.28%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7429	74.29%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.8859	88.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6847	68.47%
P-glycoprotein inhibitior	-	0.4691	46.91%
P-glycoprotein substrate	-	0.7114	71.14%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	+	0.5350	53.50%
CYP3A4 inhibition	-	0.8011	80.11%
CYP2C9 inhibition	-	0.7494	74.94%
CYP2C19 inhibition	-	0.5451	54.51%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	+	0.7178	71.78%
CYP2C8 inhibition	-	0.5743	57.43%
CYP inhibitory promiscuity	+	0.5069	50.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.7472	74.72%
Skin irritation	-	0.7308	73.08%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4211	42.11%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8921	89.21%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.6518	65.18%
Thyroid receptor binding	+	0.8140	81.40%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	-	0.5274	52.74%
PPAR gamma	+	0.7971	79.71%
Honey bee toxicity	-	0.8293	82.93%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9642	96.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.98%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.80%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.03%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.63%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.70%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.01%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	81.79%	88.48%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.42%	95.56%

Plants that contains it

• Zanthoxylum asiaticum

Cross-Links

• PubChem: 162943382
• LOTUS: LTS0139459
• wikiData: Q104916655